Technology Process of benzyl 1-(6-bromo-4-oxo-3,4-dihydrothieno[3,2-d]pyrimidin-2-yl)-7-azabicyclo[2.2.1]heptane-7-carboxylate
There total 12 articles about benzyl 1-(6-bromo-4-oxo-3,4-dihydrothieno[3,2-d]pyrimidin-2-yl)-7-azabicyclo[2.2.1]heptane-7-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
3-amino-5-bromothiophene-2-carboxyamide; benzyl 1-(chlorocarbonyl)-7-azabicyclo[2.2.1]heptane-7-carboxylate;
In
tetrahydrofuran;
at 20 ℃;
for 1h;
With
water; sodium hydroxide;
In
ethanol;
at 100 ℃;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: L-Selectride / tetrahydrofuran / -78 - 20 °C
2.1: methanol / toluene-4-sulfonic acid / methanol / Reflux
3.1: N-ethyl-N,N-diisopropylamine; methanesulfonyl chloride / dichloromethane / 20 °C
3.2: 1 h / -78 °C
3.3: 20 °C
4.1: hydrogenchloride / water / 24 h / Reflux
4.2: 20 °C
5.1: oxalyl dichloride / N,N-dimethyl-formamide; tetrahydrofuran / 0.5 h / 20 °C
6.1: tetrahydrofuran / 1 h / 20 °C
6.2: 100 °C
With
hydrogenchloride; methanol; oxalyl dichloride; L-Selectride; methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine;
toluene-4-sulfonic acid;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: methanol / toluene-4-sulfonic acid / methanol / Reflux
2.1: N-ethyl-N,N-diisopropylamine; methanesulfonyl chloride / dichloromethane / 20 °C
2.2: 1 h / -78 °C
2.3: 20 °C
3.1: hydrogenchloride / water / 24 h / Reflux
3.2: 20 °C
4.1: oxalyl dichloride / N,N-dimethyl-formamide; tetrahydrofuran / 0.5 h / 20 °C
5.1: tetrahydrofuran / 1 h / 20 °C
5.2: 100 °C
With
hydrogenchloride; methanol; oxalyl dichloride; methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine;
toluene-4-sulfonic acid;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;